Luxury Homes for Rent in Chestnut Hill, MA (3,268 Rentals) Page 53 of 66

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The most luxurious Homes in Chestnut Hill with high-end amenities, features, and finishes.

property at 24 Farrington Ave

$4,950 - $5,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,950

Total Monthly Price
$4,950

4 To 5 Bedroom Rentals

Available Now

24 Farrington Ave

BostonMA02134
property at 79 Linden St

$4,895 - $6,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,950

Total Monthly Price
$4,950

3 To 4 Bedroom Rentals

Available Sep 1

79 Linden St

BostonMA02134
property at 1712 Beacon St

$4,950 - $6,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,950

Total Monthly Price
$4,950

3 Bedroom Rentals

Available Sep 1

1712 Beacon St

BrooklineMA02445
property at 15 St Lukes Rd

$4,950 - $5,800

Total Monthly Price

Total Monthly Price

Base Rent
$4,950

Total Monthly Price
$4,950

4 To 5 Bedroom Rentals

Available Sep 1

15 St Lukes Rd

BostonMA02134
property at 156 Harvard St

$4,995

Total Monthly Price

Total Monthly Price

Base Rent
$4,995

Total Monthly Price
$4,995

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

156 Harvard St

BrooklineMA02446
property at 300-1581 Beacon St

$4,995

Total Monthly Price

Total Monthly Price

Base Rent
$4,995

Total Monthly Price
$4,995

4 Bedroom, 4 Bath Home for Rent

Available Sep 1

300-1581 Beacon St

BrooklineMA02446
property at 64 Gordon St

$4,995

Total Monthly Price

Total Monthly Price

Base Rent
$4,995

Total Monthly Price
$4,995

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

64 Gordon St

BostonMA02135
property at 731 Cambridge St

$4,995

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,995

Total Monthly Price
$4,995

3 Bedroom, 3 Bath Condo for Rent

Available Now

731 Cambridge St, Unit 2

731 Cambridge St
BostonMA02135
property at 1743 Commonwealth Ave

$4,995

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,995

Total Monthly Price
$4,995

6 Bedroom, 3 Bath Condo for Rent

Available Sep 1

1743 Commonwealth Ave, Unit 1

1743 Commonwealth Ave
BostonMA02135
property at 2 Ashford Ct

$4,995

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,995

Total Monthly Price
$4,995

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

2 Ashford Ct

BostonMA02134
property at 164 Allston St

$4,999

Total Monthly Price

Total Monthly Price

Base Rent
$4,999

Total Monthly Price
$4,999

3 Bedroom, 1 Bath Condo for Rent

Available Sep 1

164 Allston St

BostonMA02134
property at 215 Chestnut Hill Ave

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

property at 14 Glenville Ave

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 2 Bath Condo for Rent

Available Now

14 Glenville Ave

BostonMA02134
property at 94 Parsons St

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

3 Bedroom, 3.5 Bath Townhome for Rent

Available Sep 1

94 Parsons St

BostonMA02135
property at 59 Wyvern St

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 2.5 Bath Home for Rent

Available Now

59 Wyvern St

BostonMA02131
property at 173 Davis Ave

$5,000

Total Monthly Price11 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

3 Bedroom, 2.5 Bath Condo for Rent

Available Soon

173 Davis Ave

BrooklineMA02445
property at 1914 Beacon St

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

5 Bedroom, 2 Bath Condo for Rent

Available Now

1914 Beacon St, Unit 2

1914 Beacon St
BostonMA02135
property at 120 Kenrick St

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

120 Kenrick St, Unit 5

120 Kenrick St
BostonMA02135
property at 67 Chester St

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

5 Bedroom, 2 Bath Rentals

Available Sep 1

67 Chester St, Unit 1

67 Chester St
BostonMA02134
property at 34 Raymond St

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

5 Bedroom, 2.5 Bath Rentals

Available Sep 1

34 Raymond St, Unit 34

34 Raymond St
BostonMA02134
property at 10 Glenville Ave

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

10 Glenville Ave, Unit #2

10 Glenville Ave
BostonMA02134
property at 55 Arborough Rd

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

3 Bedroom, 1.5 Bath Home for Rent

Available Now

55 Arborough Rd

BostonMA02131
property at 1751 Commonwealth Ave

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

5 Bedroom, 3 Bath Home for Rent

Available Now

property at 34 Raymond St

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

5 Bedroom, 2.5 Bath Condo for Rent

Available Sep 1

34 Raymond St, Unit T

34 Raymond St
BostonMA02134
property at 878 Huntington Ave

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

878 Huntington Ave

Mission HillMA02120
property at 50 Raymond St

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

5 Bedroom, 2.5 Bath Condo for Rent

Available Sep 1

50 Raymond St

BostonMA02134
property at 38 Raymond St

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

5 Bedroom, 2.5 Bath Townhome for Rent

Available Sep 1

38 Raymond St

BostonMA02134
property at 7 Colliston Rd

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

7 Colliston Rd

BostonMA02135
property at 17 Strathmore Rd

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 2 Bath Condo for Rent

Available Now

17 Strathmore Rd

BrooklineMA02445
property at 108 Kenrick St

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

108 Kenrick St

BostonMA02135
property at 13 Strathmore Rd

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

13 Strathmore Rd

BrooklineMA02445
property at 67 Quint Ave

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

67 Quint Ave

BostonMA02134
property at 11 St Lukes Rd

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

11 St Lukes Rd

BostonMA02134
property at 53 Gardner St

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

53 Gardner St

BostonMA02134
property at 11 Strathmore Rd

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

11 Strathmore Rd

BrooklineMA02445
property at 37 St Lukes Rd

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 1 Bath Home for Rent

Available Sep 1

37 St Lukes Rd

BostonMA02134
property at 18 Gardner St

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 1 Bath Condo for Rent

Available Sep 1

18 Gardner St

BostonMA02134
property at 1607 Beacon St

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

1607 Beacon St

BrooklineMA02446
property at 20 Duval St

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

4 Bedroom, 2 Bath Home for Rent

Available Sep 1

20 Duval St

BostonMA02135

Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 2395 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $800 to $13,500. There are also 4002 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $900 to $24,000.

What is the current price range for Rental Homes in Chestnut Hill?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill ranges from $900 to $24,000 with an average monthly rent of $3,525.

How much are larger Three and Four Bedroom Rentals in Chestnut Hill?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill range from $1,033 to $12,833, while Three Bedroom Homes, Condos, and Townhomes for rent range from $900 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,060 and Four Bedroom Apartments start at $1,300.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Helpful Local Expert Guides

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Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

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Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert

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Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!

Articles, How-To's, and Tips

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

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Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.